

Ask The Compound
The Compound
Got money questions? We’ve got answers. Join Ben Carlson, Duncan Hill, and a rotating lineup of financial pros as they break down your biggest questions about investing, markets, and personal finance. Ben is a leading financial writer and the Director of Institutional Asset Management at Ritholtz. Duncan is a podcast producer and the Director of Creative Media at The Compound.
See our disclosures here - https://ritholtzwealth.com/podcast-youtube-disclosures/
See our disclosures here - https://ritholtzwealth.com/podcast-youtube-disclosures/
Episodes
Mentioned books

48 snips
May 6, 2026 • 38min
U.S. Debt Is Near $40T. Should Investors Be Worried?
Barry Ritholtz, Chief Investment Officer at Ritholtz and finance author, provides macro commentary on national debt and markets. He explains why U.S. debt may not be an immediate crisis and what could actually unsettle Treasuries. They compare U.S. dynamics to Japan, discuss growth and fiscal fixes, and cover practical investing topics like allocating $100k, selling concentrated stock, and execution strategies.

8 snips
Apr 29, 2026 • 34min
Do Valuations Still Matter?
They debate how much diversification is really necessary and the effects of geographic and market‑size choices. They dig into the usefulness of CAPE valuations and when extremes matter. There is a clear primer on building bond ladders with target‑maturity ETFs and how ladders compare to perpetual bond funds. Behavioral tips on managing financial anxiety and fee tradeoffs round out the conversation.

18 snips
Apr 22, 2026 • 39min
What Does It Take to Retire at 55?
Jonathan Novy, an insurance expert who explains life insurance products in plain terms. He unpacks variable universal life and whole life policies and why they can be costly and complex. The conversation also covers using VULs for college versus 529 plans, retirement planning timelines, and practical withdrawal strategies for tuition costs.

20 snips
Apr 15, 2026 • 34min
How Do You Protect Against a Bear Market?
Discussion of whether traditional 60/40 portfolios still shield retirees and how bonds behaved during equity drawdowns. Exploration of fixed-income diversifiers like T-bills, TIPS, corporates, and whether gold can play a similar role. Examination of consumer debt, credit usage, home equity buffers, and who is most vulnerable. Consideration of private alternatives, access, fees, and selection risks.

20 snips
Apr 8, 2026 • 42min
Will Social Security Be Around in 2060?
Matt Cerminaro, data researcher and founder of Exhibit A, breaks down bonds and short-term treasuries. Sean Russo, investment analyst at Ritholtz Wealth, covers portfolio allocation, cash versus equities, and mortgage versus investing tradeoffs. They discuss using short-term treasuries for safety, investing cash awaiting a down payment, and whether Social Security will last to 2060.

11 snips
Apr 1, 2026 • 37min
Which Beaten Down Stocks Are Worth a Closer Look?
They dig into which beaten-down stocks are worth a closer look and share a watchlist of heavily down names across software, fintech, credit cards and private equity sectors. They discuss how MAG7 drawdowns affect the S&P and which sectors have been cushioning the index. They debate round-the-clock trading and why financials have struggled this year.

16 snips
Mar 25, 2026 • 38min
How Much Do You Need to Retire?
Practical tips for sizing a retirement nest egg and tracking progress with simple benchmarks. A lively debate about what counts as middle class versus rich and how mindset and location matter. A clear look at whether under-40s should hold bonds and the trade-offs between cash, T-bills, and longer-term bonds. Advice on saving while using GI Bill and VA benefits and strategies for late-stage catch-up saving.

24 snips
Mar 18, 2026 • 34min
What’s the Worst Asset Class for the Next 5 Years?
Nick Maggiulli, data-driven finance writer and author of Of Dollars and Data, joins to debate private markets versus U.S. housing. He explores why private assets might struggle and dives into regional housing risks and demographic effects. They unpack buy-borrow-die mechanics, a 7.25% guaranteed offer dilemma, solvency concerns, and tax and account tradeoffs in short, lively conversations.

23 snips
Mar 11, 2026 • 25min
Why Won’t the Stock Market Go Down?
Blair duQuesnay, a financial planner and Bell Curve newsletter writer, offers practical planning tips. Barry Ritholtz, founder of Ritholtz Wealth Management, gives macro and market commentary. They discuss why markets shrug off shocks, how geopolitics and oil affect recession odds, where different asset classes might head, and practical advice on career breaks and concentrated-stock risk.

16 snips
Mar 4, 2026 • 34min
How Do You Prepare for Market Uncertainty?
On episode 212 of Ask The Compound, Ben Carlson and Bill Sweet discuss managing risk in an uncertain environment, how much is too much Roth, how the BOXX ETF works, 529 accounts for adults and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com
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Investing involves the risk of loss. This podcast is for informational purposes only and should not be or regarded as personalized investment advice or relied upon for investment decisions. Ben Carlson, Josh Brown and Duncan Hill are employees of Ritholtz Wealth Management and may maintain positions in the securities discussed in this video. All opinions expressed by them are solely their own opinion and do not reflect the opinion of Ritholtz Wealth Management. See our disclosures here:
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